title: Synthesis and pharmacological evaluation of several ring-contracted amantadine analogs.
abstract: The synthesis of several (3-noradamantyl)amines, [(3-noradamantyl)methyl]amines, (3,7-dimethyl-1-bisnoradamantyl)amines, and [(3,7-dimethyl-1-bisnoradamantyl)methyl]amines is reported. They were evaluated against a wide range of viruses and one of them inhibited the cytopathicity of influenza A virus at a concentration similar to that of amantadine. Several of the new polycyclic amines show an interesting activity as NMDA receptor antagonists. A rimantadine analogue displayed significant trypanocidal activity. Moreover, to further characterize the pharmacology of these compounds, their effects on dopamine uptake were also assessed.
authors.affiliation: Laboratori de Química Farmacèutica (Unitat Associada al CSIC), Facultat de Farmàcia, and Institute of Biomedicine (IBUB), Universitat de Barcelona, Av. Diagonal, 643, Barcelona E-08028, Spain.
authors.forename: Pelayo
authors.initials: P
authors.lastname: Camps
authors.forename: María D
authors.initials: MD
authors.lastname: Duque
authors.forename: Santiago
authors.initials: S
authors.lastname: Vázquez
authors.forename: Lieve
authors.initials: L
authors.lastname: Naesens
authors.forename: Erik
authors.initials: E
authors.lastname: De Clercq
authors.forename: Francesc X
authors.initials: FX
authors.lastname: Sureda
authors.forename: Marta
authors.initials: M
authors.lastname: López-Querol
authors.forename: Antoni
authors.initials: A
authors.lastname: Camins
authors.forename: Mercè
authors.initials: M
authors.lastname: Pallàs
authors.forename: S Radhika
authors.initials: SR
authors.lastname: Prathalingam
authors.forename: John M
authors.initials: JM
authors.lastname: Kelly
authors.forename: Vanessa
authors.initials: V
authors.lastname: Romero
authors.forename: Dolores
authors.initials: D
authors.lastname: Ivorra
authors.forename: Diego
authors.initials: D
authors.lastname: Cortés
mesh_terms: D000547:Amantadine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002478:Cells, Cultured; D004285:Dogs; D004298:Dopamine / Q000378:metabolism; D009980:Influenza A virus / Q000187:drug effects; D020128:Inhibitory Concentration 50; D016194:Receptors, N-Methyl-D-Aspartate / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000378:metabolism
chemical_list: D000998:Antiviral Agents; D016194:Receptors, N-Methyl-D-Aspartate; D000547:Amantadine; D004298:Dopamine